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Convenient synthesis of a new class of chiral hydroxymethyldihydrooxazole ligands and their application in asymmetric addition of diethylzinc to aromatic aldehydes

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Abstract

A number of chiral hydroxymethyl-substituted dihydrooxazoles were synthesized from D-or L-mandelic acid and amino alcohols. The chiral ligands thus obtained were tested as catalyst in the asymmetric addition of diethylzinc to aromatic aldehydes, and the structure-activity relationship was studied. The addition products were characterized by an enantiomeric excess of up to 91%.

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Authors and Affiliations

  1. Department of Chemistry, Zhejiang Normal University, Jinhua, Zhejiang, 321004, China

    Zhi-ting Li, Xin-sheng Li, Liang-chao Li & Dong-cheng Xu

Authors
  1. Zhi-ting Li
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  2. Xin-sheng Li
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  3. Liang-chao Li
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  4. Dong-cheng Xu
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Additional information

Published in Zhurnal Organicheskoi Khimii, 2006, Vol. 42, No. 4, pp. 564–568.

The text was submitted by the authors in English.

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Li, Zt., Li, Xs., Li, Lc. et al. Convenient synthesis of a new class of chiral hydroxymethyldihydrooxazole ligands and their application in asymmetric addition of diethylzinc to aromatic aldehydes. Russ J Org Chem 42, 545–549 (2006). https://doi.org/10.1134/S1070428006040105

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  • DOI: https://doi.org/10.1134/S1070428006040105

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